3-Methoxyaniline → (3H-Imidazol-4-ylmethyl)-(3-methoxy-phenyl)-amine

HRID 2043346노트

반응식

HRID 2043346 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[CH:4]=1.[CH:10]([C:12]1[N:13]=[CH:14][NH:15][CH:16]=1)=O.[BH4-].[Na+]>CO>[N:15]1[CH:16]=[C:12]([CH2:10][NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[NH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 108243-MethoxyanilineHCID 764281H-Imidazole-4-carbaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 59728243(3H-Imidazol-4-ylmethyl)-(3-methoxy-phenyl)-amine수율 81.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of m-anisidine (0.91 ml, 8.12 mmol) in methanol (25 ml) was added 4-formylimidazole (0.86 g, 8.93 mmol). After stirring the mixture overnight at room temperature sodium borohydride (0.46 g, 12.2 mmol) was added. The reaction mixture was then concentrated in vacuo. The residue was purified using flash chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: methanol/dichloromethane 9:1) to yield a white solid (1.34 g, 18%); MS (ISP): 204.1 ([M+H]+).

후처리

  1. additionwas added
  2. concentrationThe reaction mixture was then concentrated in vacuo
  3. customThe residue was purified

출처 및 근거

ORD 기록
ord-c595360a005d4b628ed5b624a35b0594
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586617B2

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